Senior Systems Administrator (Hybrid)
Homebase
Location
Toronto
Employment Type
Full time
Location Type
Hybrid
Department
Engineering
Hi, Future Homie!
At Homebase, you’ll join a team that’s bold, fast-moving, and obsessed with helping small businesses thrive. We build with empathy, act with urgency, and take big swings that drive real-world impact. Here, every Homie shows up to raise the bar, support one another, and celebrate wins as a team.
We’re not just building an app—we’re building unstoppable teams. So what do you say, are you in?
📍Your Impact Starts Here
We’re seeking a highly skilled and proactive Senior System Administrator to oversee and optimize our enterprise systems and SaaS environment. The ideal candidate has deep technical expertise across SaaS administration, networking, MDM, and vendor management, with a strong focus on operational excellence and security compliance, and has experience scaling a tech stack from 200 employees to 500.
System & SaaS Administration
Manage, configure, and secure cloud-based SaaS tools (Okta, SCIM connectors, and other identity-integrated platforms).
Oversee Google Workspace and Okta administration.
Maintain and optimize API integrations between business tools to ensure data integrity and workflow efficiency.
Lead automation initiatives for system provisioning, user lifecycle management, and configuration management, along with experience automating IT tasks via HRIS (Rippling, HRBamboo, etc)
Security & Compliance
Oversee access management, SSO, and MFA enforcement across systems.
Partner with Security and Compliance teams to ensure alignment with internal and regulatory standards.
Monitor and audit SaaS security configurations and data access policies.
Implement least-privilege access controls and leverage SIEM tools for alerting.
Networking & Infrastructure
Manage and troubleshoot network infrastructure, including firewalls, VPNs, routing, and DNS.
Implement and maintain network monitoring, alerting, and incident response systems.
Device Management & Automation
Administer MDM platforms (Kandji, Jamf, Intune, or NinjaOne) for macOS, Windows, and mobile devices.
Develop and maintain automation scripts for device provisioning, configuration, and patch management.
Ensure secure, consistent device onboarding and offboarding.
Familiar with Apple Command Line Tools and Package Management for laptop provisioning and troubleshooting
Utilize API connections to automate key IT tasks and HRIS-driven workflows (Rippling, BambooHR, etc.).
Vendor & SaaS Lifecycle Management
Manage SaaS renewals, negotiate with vendors, and assess product fit and value.
Maintain accurate software inventory and renewal calendars.
Collaborate with procurement and finance teams to optimize software spend.
🚀 The Foundation for Success - These are the experiences and strengths that will set you up for success in this role:
5+ years of IT systems administration, including 2+ years in a senior or lead capacity.
Strong hands-on experience managing Okta, SCIM, and SaaS identity platforms.
Proven expertise in network management (routing, VPNs, firewalls).
Proficiency with MDM tools (Kandji, Jamf, Intune, or NinjaOne).
Strong automation/scripting skills (Python, PowerShell, Bash, or similar).
Experience managing SaaS renewals and vendor negotiations.
Excellent troubleshooting, documentation, and communication skills.
Preferred - Experience with SOC 2, ISO 27001, or other security frameworks.
Preferred - Familiarity with ITSM tools (e.g., Jira Service Management, ServiceNow).
Preferred - Demonstrated ability to experiment with AI tools to enhance workflows and productivity.
🤝 The Homie Way - These principles guide everything we do—from how we work and make decisions to how we show up for each other.
💡 Be Customer Obsessed – Solve problems with empathy and creativity.
⚡ Move Fast, Learn Fast – Experiment, take action, and grow every day.
🎯 Own Your Impact – Think big, focus on what matters, and make decisions you stand behind.
🏆 Master Your Craft – Excellence fuels impact—show up, step up, and make your mark.
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🏅 Win Together – Put goals over roles, lead with trust, and connect to our mission and each other.
What We Offer
💰 Ownership & Savings: Stock options + TFSA/RRSP with 4% company match
🏥 Health & Wellness: Comprehensive medical, dental, and vision for you and your dependents
⏰ Time Flexibility: Flex time off + company holidays + designated focus periods
👶 Family Support: Maternity/Parental Leave EI top-up support offered (after 6 months of service)
🌟 Work Your Way: Work From Anywhere Month + meeting-free weeks yearly
🛡️ Protection Plans: Life insurance + short/long-term disability coverage
🍽️ Workspace Perks: Meals provided, team offsites, and Customer Days
💼 Our Hybrid Rhythm: We believe collaboration drives impact. That’s why Tuesdays and Wednesdays are our required in-office days—a time to move faster as a team, build deeper connections, make better decisions, and build together.
What to Expect During the Interview Process
Meet the Talent Acquisition team, Ryan H.
Get to know Future Collaborators
Meet the Hiring Manager, Ron S.
Meet a Senior Leader
Background Check + Offer Stage
Welcome to the team, Homie 🎉
💜 Belonging at Homebase - We're committed to fostering a welcoming space where every Homie can be their full self. Experience comes in many forms—so if you're excited about this role, even if you don’t meet 100% of the qualifications, we encourage you to apply!
Homebase will consider qualified applicants with criminal histories in a manner consistent with the San Francisco Fair Chance Ordinance.
👋 Hey, We’re Homebase
Unstoppable teams start here.
Homebase is the everything app for hourly teams—built to simplify the day-to-day and superpower local businesses. With tools for scheduling, time clocks, payroll, communication, HR, and more, we help teams stay connected and in control. Today, over 100,000 small (but mighty) businesses rely on us to make work radically easier. Together, we’ve tracked over a billion hours for 2.5+ million workers—and we’re just getting started.
At Homebase, we celebrate diversity and are proud to be an equal opportunity employer. We welcome all candidates and do not discriminate based on any legally protected status. If you need accommodations during the hiring process, please let us know—we’re committed to ensuring fair and equitable access for all.